LOSS OF THE TERT-BUTYLOXYCARBONYL (BOC) PROTECTING GROUP UNDER BASIC CONDITIONS

Authors
CURRAN TP POLLASTRI MP ABELLEIRA SM MESSIER RJ MCCOLLUM TA ROWE CG
Citation
Tp. Curran et al., LOSS OF THE TERT-BUTYLOXYCARBONYL (BOC) PROTECTING GROUP UNDER BASIC CONDITIONS, Tetrahedron letters, 35(30), 1994, pp. 5409-5412
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
30
Year of publication
1994
Pages
5409 - 5412
Database
ISI
SICI code
0040-4039(1994)35:30<5409:LOTT(P>2.0.ZU;2-M
Abstract
Reaction of 3, the N-Boc, O-tosyl derivative of phenylalaninol, with b ase leads to loss of the Boc and tosyl groups and formation of oxazoli dinone 9. Similar reactions have also been examined. A mechanism to ex plain loss of the Boc group under basic reaction conditions is propose d.